[ CAS No. 1261767-18-3 ] {[proInfo.proName]}

Name: 1261767-18-3|4-Bromo-2-chloro-5-nitropyridine|95%
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SKU: A728331
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DV 2D 3D

3d Animation Molecule Structure of 1261767-18-3

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Quality Control of [ 1261767-18-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1261767-18-3 ]

SDS Specification

Alternatived Products of [ 1261767-18-3 ]

Product Details of [ 1261767-18-3 ]

CAS No. :	1261767-18-3	MDL No. :	MFCD17014986
Formula :	C₅H₂BrClN₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DVBAUHSXNQFCQQ-UHFFFAOYSA-N
M.W :	237.44	Pubchem ID :	53350367
Synonyms :

Calculated chemistry of [ 1261767-18-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	45.77
TPSA :	58.71 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.09 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.29
Log Po/w (XLOGP3) :	2.33
Log Po/w (WLOGP) :	2.41
Log Po/w (MLOGP) :	1.47
Log Po/w (SILICOS-IT) :	0.62
Consensus Log Po/w :	1.62

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.12
Solubility :	0.181 mg/ml ; 0.000763 mol/l
Class :	Soluble
Log S (Ali) :	-3.2
Solubility :	0.149 mg/ml ; 0.000628 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.88
Solubility :	0.312 mg/ml ; 0.00132 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	3.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.2

Safety of [ 1261767-18-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1261767-18-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1261767-18-3 ]

[ 1261767-18-3 ] Synthesis Path-Downstream 1~7

1
[ 1261767-18-3 ]
[ 1878166-39-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 0.5 h / 80 °C / Inert atmosphere; Sealed tube 2: triethylamine / dimethyl sulfoxide / 2 h / 90 °C / Sealed tube

Reference： [1]Current Patent Assignee: MERCK & CO INC - WO2016/22644, 2016, A1

2
[ 1261767-18-3 ]
[ 1878166-35-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 0.5 h / 80 °C / Inert atmosphere; Sealed tube 2: triethylamine / dimethyl sulfoxide / 2 h / 90 °C / Sealed tube 3: acetic acid; ammonium chloride; zinc / 3 h / 20 °C

Reference： [1]Current Patent Assignee: MERCK & CO INC - WO2016/22644, 2016, A1

3
[ 1002309-52-5 ]
4-bromo-2-chloro-5-nitropyridine [ No CAS ]
2'-chloro-1-methyl-5'-nitro-3,4'-bipyridin-6(1H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In 1,4-dioxane; water; at 80℃; for 0.5h;Inert atmosphere; Sealed tube;	Step A: 2'-Chloro-l-methvl-5'-nitro-3,4'-bipyridin-6(lH)-one To a stirred mixture of 4-bromo-2-chloro-5-nitropyridine (200 mg, 0.842 mmol), 1- methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-2(lH)-one (218 mg, 0.927 mmol), and dichloro l,l'-bis(diphenylphosphino)ferrocene palladium(ll) dichloromethane adduct (68.8 mg, 0.084 mmol) in deoxygenated l,4-dioxane:water - 5:l (6 mL) was added Na2C03 (179 mg, 1.69 mmol) and the resultant mixture was heated at 80 °C for 30 min in a sealed tube. The reaction mixture was then diluted with EtOAc and washed with water and brine. The organic layer was dried over a2S04, filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography, eluting with a gradient of hexanes:EtOAc - 100:0 to 5:95, to give the title compound. MS: m/z = 266.0 (M + 1).

Reference： [1]Patent: WO2016/22644,2016,A1 .Location in patent: Page/Page column 91-92

4
[ 1261767-18-3 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 60 °C / Inert atmosphere 2: potassium carbonate / tetrahydrofuran / 60 °C 3: iron; hydrogenchloride / water; ethanol 4: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 6 h / 70 °C

Reference： [1]Guo, Jing; Xiang, Shuang; Wang, Jie; Zhou, Yang; Wang, Zuqin; Zhang, Zhang; Ding, Ke; Lu, Xiaoyun [European Journal of Medicinal Chemistry, 2022, vol. 228]

5
[ 1261767-18-3 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 60 °C / Inert atmosphere 2: potassium carbonate / tetrahydrofuran / 60 °C 3: iron; hydrogenchloride / water; ethanol

Reference： [1]Guo, Jing; Xiang, Shuang; Wang, Jie; Zhou, Yang; Wang, Zuqin; Zhang, Zhang; Ding, Ke; Lu, Xiaoyun [European Journal of Medicinal Chemistry, 2022, vol. 228]

6
[ 1261767-18-3 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 60 °C / Inert atmosphere 2: potassium carbonate / tetrahydrofuran / 60 °C

Reference： [1]Guo, Jing; Xiang, Shuang; Wang, Jie; Zhou, Yang; Wang, Zuqin; Zhang, Zhang; Ding, Ke; Lu, Xiaoyun [European Journal of Medicinal Chemistry, 2022, vol. 228]

7
[ 1261767-18-3 ]
[ 98-80-6 ]
[ 1805645-34-4 ]

Yield	Reaction Conditions	Operation in experiment
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 60℃; Inert atmosphere;	4.1.7. 2-Chloro-5-nitro-4-phenylpyridine (17) To a solution of 4-bromo-2-chloro-5-nitropyridine (16, 490 mg,2.06 mmol) and phenylboronic acid (252 mg, 2.06 mmol) indioxane: H2O 5:1 (15 mL),was added K2CO3 (568 mg, 4.12 mmol),Pd(dppf)Cl2 (75 mg, 0.10 mmol). The solution was stirred forovernight at 60 C with argon protection, evaporated to dryness.The corresponding product was purified by silica gel columnchromatography (5e10% EtOAc in petroleum ether) to affordproduct 17 as a white solid. (420 mg; 87% yield; PE: EA 15:1, Rf:0.3). 1H NMR (400 MHz, CDCl3) d 8.92 (s, 1H), 7.52 (td, J 4.1, 2.4 Hz,5H), 7.47 (s, 1H).
	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 60℃; Inert atmosphere;	4.1.7. 2-Chloro-5-nitro-4-phenylpyridine (17) To a solution of 4-bromo-2-chloro-5-nitropyridine (16, 490 mg,2.06 mmol) and phenylboronic acid (252 mg, 2.06 mmol) indioxane: H2O 5:1 (15 mL),was added K2CO3 (568 mg, 4.12 mmol),Pd(dppf)Cl2 (75 mg, 0.10 mmol). The solution was stirred forovernight at 60 C with argon protection, evaporated to dryness.The corresponding product was purified by silica gel columnchromatography (5e10% EtOAc in petroleum ether) to affordproduct 17 as a white solid. (420 mg; 87% yield; PE: EA 15:1, Rf:0.3). 1H NMR (400 MHz, CDCl3) d 8.92 (s, 1H), 7.52 (td, J 4.1, 2.4 Hz,5H), 7.47 (s, 1H).

Reference： [1]Guo, Jing; Xiang, Shuang; Wang, Jie; Zhou, Yang; Wang, Zuqin; Zhang, Zhang; Ding, Ke; Lu, Xiaoyun [European Journal of Medicinal Chemistry, 2022, vol. 228]
[2]Guo, Jing; Xiang, Shuang; Wang, Jie; Zhou, Yang; Wang, Zuqin; Zhang, Zhang; Ding, Ke; Lu, Xiaoyun [European Journal of Medicinal Chemistry, 2022, vol. 228]

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Technical Information

• Acid-Catalyzed α -Halogenation of Ketones • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • An Alkane are Prepared from an Haloalkane • Chichibabin Reaction • Chloroalkane Synthesis with SOCI2 • Convert Haloalkanes into Alcohols by SN2 • Friedel-Crafts Alkylation of Benzene with Haloalkanes • General Reactivity • Grignard Reaction • Halogenation of Alkenes • Hantzsch Pyridine Synthesis • Hiyama Cross-Coupling Reaction • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Methylation of Ammonia • Methylation of Ammonia • Preparation of Amines • Pyridines React with Grignard or Organolithium Reagents • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Dihalides • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Williamson Ether Syntheses

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[ 1261767-18-3 ]

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[ 1261767-18-3 ]

Pyridines

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P222	Do not allow contact with air.
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P233	Keep container tightly closed.
P234	Keep only in original container.
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P240	Ground/bond container and receiving equipment.
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P321
P322
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P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 1261767-18-3 ] {[proInfo.proName]}

Quality Control of [ 1261767-18-3 ]

Related Doc. of [ 1261767-18-3 ]

Product Details of [ 1261767-18-3 ]

Calculated chemistry of [ 1261767-18-3 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 1261767-18-3 ]

Application In Synthesis of [ 1261767-18-3 ]

[ 1261767-18-3 ] Synthesis Path-Downstream 1~7

Technical Information

Related Functional Groups of [ 1261767-18-3 ]

Bromides

Chlorides

Nitroes

Related Parent Nucleus of [ 1261767-18-3 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 1261767-18-3 ]

Related Parent Nucleus of
[ 1261767-18-3 ]